(+)-Pinoresinol

(+)-Pinoresinol is a lignan that has been found in Forsythia and virgin olive oils and has diverse biological activities, including antioxidant, anticancer, and anti-inflammatory properties. It is an inhibitor of alpha-glucosidase and maltase (IC50s = 492 and 34.3 µM in Baker's yeast and rat small intestine, respectively). (+)-Pinoresinol scavenges ABTS (Cay-27317), but not 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805), radicals in cell-free assays (IC50s = 13.43 and >200 µg/ml, respectively). It is cytotoxic to A549, HepG2, and MCF-7, but not U251 and Bcap-37, cells with IC50 values of 29.35, 62.35, 75.32, >80, and >80 µM, respectively. (+)-Pinoresinol prevents cell death induced by glutamate in HT22 cells (EC50 = 6.96 µM) and inhibits LPS-induced nitric oxide production in RAW 264.7 cells (IC50 = 7.89 µM).Formal Name: 4,4'-[(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis[2-methoxy-phenol. CAS Number: 487-36-5. Synonyms: NSC 35444. Molecular Formula: C20H22O6. Formula Weight: 358.4. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 10 mg/ml, DMF:PBS (pH 7.2) (1:1): 0.50 mg/ml, DMSO: 1 mg/ml, Ethanol: 1 mg/ml. lambdamax: 233, 278, 328 nm. SMILES: OC(C=C1)=C(OC)C=C1[C@@H]2[C@@]3([H])CO[C@H](C4=CC(OC)=C(O)C=C4)[C@@]3([H])CO2. InChi Code: InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m0/s1. InChi Key: HGXBRUKMWQGOIE-AFHBHXEDSA-N. Origin: Plant/Eucommia ulmoides Oliver.